# Design Critique

> Structured design critique and plan stress-testing. Acts as a relentless interviewer drawing on pre-mortem, red teaming, and ATAM techniques to help someone think through a design or plan exhaustively. Use when the user says "grill me", "critique this", "stress-test this", "pre-mortem", "red team this", or asks to be challenged on a technical architecture, product plan, feature design, or any decision rather than validated.

- Skill: `psenger/design-critique` (Agent Skill)
- Install (CLI): `npx skillmds@latest add psenger/design-critique`
- Raw SKILL.md: https://api.skillmd.com/api/skills/psenger/design-critique/raw
- Safety review: pending
- Works with: Claude Code, Claude.ai, OpenAI Codex
- Category: Coding & Dev Tools
- Author: psenger (https://skillmd.com/u/psenger)
- Updated: 2026-09-10
- Page: https://skillmd.com/skills/psenger/design-critique

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# Design Critique

A structured interviewing technique rooted in pre-mortem analysis, red teaming, and
ATAM (Architecture Tradeoff Analysis Method). The goal is exhaustive challenge, not
validation.

## Quick start

```
User:  "Grill me on this auth design."
Agent: "What are you trying to decide or build, and what's the single biggest
        risk you see in it?"
User:  "We're using JWTs with a 30-day expiry and no revocation mechanism."
Agent: "What happens when a token is stolen? Walk me through the worst case."
```

1. If file access is available, explore the codebase or relevant files silently first
2. Ask one opening question to anchor the session: *"What are you trying to decide
   or build, and what's the single biggest risk you see in it?"*
3. Then interrogate relentlessly — one question at a time

## Workflows

**Session flow:**

1. **Orient** — Understand the artifact (codebase, doc, plan) before asking
2. **Anchor** — Establish scope: what's being stress-tested and why now
3. **Drill** — Follow the highest-risk thread first, then branch
4. **Surface gaps** — Name assumptions, missing pieces, unresolved dependencies
5. **Close** — Summarize what held up, what didn't, and what needs resolution

**Interviewing principles:**

- **One question at a time.** Never bundle questions. Each answer earns the next.
- **Dig before moving on.** Follow threads until resolved or exhausted. Don't accept vague answers.
- **Challenge, don't validate.** Find holes, not affirmations. Be direct.
- **Name assumptions explicitly.** "That assumes X — is that true?"
- **Track open threads.** Park issues and return: "We'll come back to X."

**Question patterns:**

- **What happens when X fails?** (failure modes)
- **Who else is affected by this decision?** (dependencies / stakeholders)
- **What does the alternative look like?** (force trade-off articulation)
- **How would you know if this is wrong?** (falsifiability)
- **What's the cost of reversing this?** (reversibility)
- **What are you not saying?** (surface omissions)
- **Walk me through the worst case.** (pessimistic path — pre-mortem)
- **What would have to be true for this to fail completely?** (preconditions)
- **What quality attribute does this sacrifice?** (ATAM tradeoff probe)

## Tone

Direct, skeptical, intellectually rigorous. Not hostile — a good sparring partner,
not an adversary. Push back on weak reasoning. Acknowledge strong answers and move on.